Gay Sissy Bondage Stories

1,263 results
Orientation
Length
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Infinite Scroll

Gay Cave Escape

by Hypnodip on Mar 11, 2021
Gay

Drip! Drop! Drip! A staccato of water droplets add to a quiet and dark ambience. A nearby rock is dislodged, crashing with a large boom. You awake with a jump, chilled from the rock floor you were sprawled on. The room you're in is almost too dark to be traversed. You can see three ragged walls surrounding you, sprawling upward out of your limited night visi...

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Becoming a bitch

by Testytesterton on Nov 28, 2019
Gay

(Skip this if you don't like boring behind the scenes stuff. Wow! Over 3000 likes and story of the week for my first story here! Thanks to everyone who has liked, bookmarked or commented. The feedback lets me know what works and what might need work. I would love for this to be the most popular story in its category, so if you like the story, "like&quot...

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The Visitor Ch. 04

by Leanne_sissy on Sep 26, 2017
Gay Male

This is the fourth part of my story, based on experience, I am afraid that this episode does contain enforced drugging, please don't read this if it offends and just think of it as a story, fiction, though in this case not. I apologise to those who want immediate sex, my chapters are quite short and this one particularly so, it is quite stressful trying to p...

Bi-Curious to Cock Sucker

by osodd_boi on Aug 30, 2017
Gay Male

I looked forward to meeting Mistress D again, but wondered what it would be like. I had shared so many of my deepest fantasies and desire. Things that I wanted to experience but was also terrified would. Mid-morning I called Mistress D's phone and got her voice mail. I left a message that I would like to see her tonight if possible, and asked her to call me...

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

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Nephew's Readjustment Pt. 18

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! Last part. ***** Cynthia took her nephew out again the next day under the pretense of it...

My New Master

by jasoninsjca on Aug 18, 2017
Gay Male

Finding a new place to live is always a drag and I was spending Saturday morning looking through the online classifieds for someone to share a house or apartment with. There were plenty of ads that looked just fine but one jumped out at me and raised my curiosity. It was an ad from a 50ish guy looking for a guy to share his four bedroom house. That in itself...

Johnny Uses Me

by analvirgin4older24 on Sep 1, 2017
Gay Male

I was 18 years old just out of high school, I had got a construction job with some guy who was friends with my dad. John was 55 years old, 5'9'' 270 pounds. He was a stereotypical pot bellied dark Italian guy, think the Soprano's Big Pussy. He hooked me up with the job and every Friday we would hang out with a few other guys we worked with and get a buzz and...

The Exploits of Cockslut Kelly 05

by CSK on Aug 29, 2017
Gay Male

WARNING!! THIS IS A GAY MALE STORY, BUT IT IS ALSO AN EXTREME BDSM STORY AS WELL. THIS STORY COULD EASILY BE PLACED INTO ANY OF THE FOLLOWING CATEGORIES DUE TO THE CONTENT: GAY MALE, BDSM or FETISH. I HAVE REQUESTED THIS FOR THE GAY MALE SECTION, BUT IT MAY END UP IN THE BDSM SECTION OR ANY OF THE OTHERS IF THE EDITORS OF LITEROTICA DECIDE TO RE-CATEGO...

Enticed and Humiliated Ch. 07

by FantasizeAndRealize on Sep 14, 2017
Gay Male

The French Maid in the Sex Shop It was Sunday morning and I rode the metro into downtown Buffalo in order to visit the sex shops. Although I had a hot session with Glen just yesterday I knew that I could not wait too long before I needed to see him again. When I left his apartment the previous day he had told me to purchase a French maid uniform before comi...